Castellina in Chianti Castellina in Chianti is a city located on top of a beautiful green hill, seperating the Pesa and Staggia river. This small town is situated at the road that connects Florence to Siena, called the Via Chiantigiana. Castellina in Chianti is a historic town, with origins going back to Etruscan times. It was an important outpost because of its position between Florence and Siena. During times of battles, the city was destroyed and rebuilt many times, increasing the defensive walls every time the town was reconstructed. The Via della Volte is a covered street or tunnel, situated along the ancient walls, once used by guards, now used for shops and restaurants. You’ll be able to find more shops at the main street of Castellina in Chianti, called the Via Ferruccio, but also beautiful places such as Palazzo Banciardi and Palazzo Squarcialupi. These palaces both belong to local important families and the Palazzo Squarcialupi already serves as a wine shop for over 100 years, where you of course will find the delicious Chianti Classico wine. Just outside the city centre, the Fortress with its tall tower can be found, which offers a great view over the town and countryside. Another place that must be visited as well is the Church of San Salvatore, dating back to the 16th century, built in neo-Romanesque style. It contains important frescos, statues and a crucifix. If you like archaeology, the Archaeological Museum of Chianti is definitely something for you, where an Etruscan tomb buried under a tumulus on Monte Calvario and Etruscan necropolis of Poggino can be found. Castellina in Chianti is located at approximately 55 km from Florence, so the easiest option is to fly to Florence and take the car from there. Another option is to fly to Pisa, which is around 100 km from Castellina in Chianti and take the car from there as well.

The most known and visited area of Tuscany is the Chianti area, comprising around eight Chianti towns. The borders of this area aren’t very clear, but it can be said that in general it extends over the provinces of Florence and Siena, covering all of the area between the two cities and extending to the east toward the Valdarno and to the west to the Val d'Elsa. The Chianti landscape is unique and very beautiful, including picturesque little village, forests and hills covered with vineyards and olive trees. This region is of course also famous for its outstanding red wines, presented in bottles in woven baskets. The Chianti wines are characterized by intense aromas of fruit and flowers, easily drinkable with a smooth aftertaste. Traditional farming is still an everyday part of life in this region, including as afore mentioned wine making, but also olive oil production is very important here, making this region so attractive to tourists. 

Find your villa:

Refine your search:

There are 155 villas still available of the total of 5 villas

Gregorio (12 persons) - Italy, Tuscany, Paganico

Villa popularity 2024: 100% booked

"Gregorio", 8-room house 220 m2 on 2 levels. Beautiful furnishings: living/dining room with dining table and satellite TV. Exit to the terrace. 1 room with 1 french bed (140 cm), shower/bidet/WC. Kitchen (oven, dishwasher, Gas stove, 4 gas rings, ... read more »

Persons
Pool
Citycenter
Lowest week price
12
private pool
10 km
-

Milana (5 persons) - Italy, Tuscany, Bucine

Villa popularity 2024: 100% booked

"Milana", 3-room semi-detached house 88 m2 on 2 levels, on the ground floor. Object suitable for 5 adults. Spacious and bright, renovated in 2015, comfortable and tasteful furnishings: large living/dining room with open-hearth fireplace, d... read more »

Persons
Pool
Citycenter
Lowest week price
5
private pool
1 km
-

Fiorenzo (6 persons) - Italy, Tuscany, Monte San Savino

Villa popularity 2024: 44% booked

4-room house 100 m2 on 2 levels. Renovated, comfortable furnishings: living/dining room with open-hearth fireplace, dining table and satellite TV. Open kitchen (4 hot plates, oven, dishwasher, microwave, freezer, electric coffee machine). Shower/WC.... read more »

Persons
Pool
Citycenter
Lowest week price
6
private pool
4 km
€ 763,-

Rialta (12 persons) - Italy, Tuscany, San Casciano Val di Pesa

Villa popularity 2024: 100% booked

10-room house 390 m2 on 2 levels, on the ground floor. Tasteful and stylish furnishings: entrance hall. Lounge with open-hearth fireplace and satellite TV. Open living room with 1 double sofabed. Exit to the garden. Open dining room. Kitchen (4 hot ... read more »

Persons
Pool
Citycenter
Lowest week price
12
private pool
4 km
-

Nino (8 persons) - Italy, Tuscany, Panzano

Villa popularity 2024: 100% booked

Nino is named after the building’s original destination: stables. The two story building has since been redesigned to offer luxury and style.The villa is located in a hilly position inside a splendid estate of over 20 hectares... read more »

Persons
Pool
Lowest week price
8
none
-

Search villa by name

Persons:
Bedrooms:
Bathrooms: 7
Pool:
View:
Show villa
×